Structure Database (LMSD)

HO H H H OH OH
Common Name
25-hydroxy-1alpha-hydroxymethyl-26,27-dimethyl-24a-homo-22,23,24,24a-tetradehydrovitamin D3
Systematic Name
(5Z,7E,22E,24E)-(1S,3S)-1-hydroxymethyl-26,27-dimethyl-24a-homo-9,10-seco-5,7,10(19),22,24-cholestapentaene-3,25-diol
Synonyms
  • 25-hydroxy-1alpha-hydroxymethyl-26,27-dimethyl-24a-homo-22,23,24,24a-tetradehydrocholecalciferol
LM ID
LMST03020574
Formula
C31H48O3
Exact Mass
Calculate m/z
468.360345
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

String Representations

InChiKey (Click to copy)
AGFPTUAZIWXZFF-HGXOMGNRSA-N
InChi (Click to copy)
InChI=1S/C31H48O3/c1-6-31(34,7-2)18-9-8-11-22(3)28-15-16-29-24(12-10-17-30(28,29)5)13-14-25-19-27(33)20-26(21-32)23(25)4/h8-9,11,13-14,18,22,26-29,32-34H,4,6-7,10,12,15-17,19-21H2,1-3,5H3/b11-8+,18-9+,24-13+,25-14-/t22-,26-,27-,28-,29+,30-/m1/s1
SMILES (Click to copy)
[C@@H]1(CO)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])/C=C/C=C/C(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Imported from LipidBank, likely synthetic

Other Databases

LIPIDBANK ID
VVD0675
PubChem CID
9547669

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 520.95
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.53
Molar Refractivity 143.78

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Created at
-
Updated at
23rd Jan 2024